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Continuous‐Flow Pd‐Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure
Author(s) -
Mata Alejandro,
Hone Christopher A.,
Gutmann Bernhard,
Moens Luc,
Kappe C. Oliver
Publication year - 2019
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201801974
Subject(s) - carbonylation , carbon monoxide , aryl , chemistry , catalysis , halide , palladium , continuous flow , organic chemistry , syngas , methanol , monoxide , alkyl , physics , mechanics
The development of a continuous‐flow protocol for a palladium‐catalyzed methoxycarbonylation of (hetero)aryl chlorides using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to their very poor reactivity. The described protocol exploits intensified conditions at elevated temperature and pressure, which are readily accessed within a continuous‐flow environment, to provide moderate to excellent product yields (11 examples) in a short 16 min residence time. The continuous‐flow protocol enables the safe and potentially scalable carbonylation of aryl chlorides using CO gas.